NP-MRD: Showing NP-Card for 16-[(3-carboxyprop-2-enoyl)oxy]-2,6,10,14-tetramethylhexadeca-2,6,10,14-tetraenoic acid (NP0153790)

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Record Information

Version

2.0

Created at

2022-09-02 10:30:46 UTC

Updated at

2022-09-02 10:30:47 UTC

NP-MRD ID

NP0153790

Secondary Accession Numbers

None

Natural Product Identification

Common Name

16-[(3-carboxyprop-2-enoyl)oxy]-2,6,10,14-tetramethylhexadeca-2,6,10,14-tetraenoic acid

Description

16-[(3-Carboxyprop-2-enoyl)oxy]-2,6,10,14-tetramethylhexadeca-2,6,10,14-tetraenoic acid belongs to the class of organic compounds known as acyclic diterpenoids. These are diterpenoids (compounds made of four consecutive isoprene units) that do not contain a cycle. 16-[(3-carboxyprop-2-enoyl)oxy]-2,6,10,14-tetramethylhexadeca-2,6,10,14-tetraenoic acid is found in Boletinus cavipes. 16-[(3-Carboxyprop-2-enoyl)oxy]-2,6,10,14-tetramethylhexadeca-2,6,10,14-tetraenoic acid is an extremely weak basic (essentially neutral) compound (based on its pKa).

Structure

MOL 3D MOL SDF PDB SMILES InChI


  Mrv1533004191519472D          

 30 29  0  0  0  0            999 V2000
    4.5375    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0125    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2500    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4875    5.0013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4875    6.4302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7250    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1375    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9625    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3750    4.2868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3750    5.7158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0125    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  4  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  4  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 12 10  1  4  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
  6 17  1  0  0  0  0
  2 18  1  0  0  0  0
 18 19  1  0  0  0  0
 20 19  1  4  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 25 24  1  4  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
M  END

     RDKit          3D

 64 63  0  0  0  0  0  0  0  0999 V2000
    2.3518   -1.5738   -0.8969 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.4523   -1.0620    0.0015 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5150   -1.8122    0.1690 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7093   -1.5093    0.9674 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.8945   -1.4903    0.1828 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0907   -0.6432   -0.8700 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1838    0.1704   -1.1755 O   0  0  0  0  0  0  0  0  0  0  0  0
    8.3193   -0.6304   -1.6755 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.4884    0.1919   -2.6842 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.7162    0.1677   -3.4487 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.8977    0.9499   -4.4219 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7600   -0.7073   -3.1635 O   0  0  0  0  0  0  0  0  0  0  0  0
    3.3087    0.2535    0.6236 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.1820    0.4297    1.5810 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8305    0.2351    1.0922 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.0510    1.2562    1.0974 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.3546    2.5969    1.6059 C   0  0  0  0  0  0  0  0  0  0  0  0
   -1.4420    1.0763    0.6007 C   0  0  0  0  0  0  0  0  0  0  0  0
   -2.3669    1.3972    1.7763 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.7984    1.2394    1.3586 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.5763    0.3758    1.9671 C   0  0  0  0  0  0  0  0  0  0  0  0
   -3.9779   -0.4397    3.0961 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9800    0.0826    1.6356 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5444    0.7751    0.4369 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.8774    0.3150   -0.7956 C   0  0  0  0  0  0  0  0  0  0  0  0
   -6.5876   -0.2236   -1.7822 C   0  0  0  0  0  0  0  0  0  0  0  0
   -8.0489   -0.3520   -1.6222 C   0  0  0  0  0  0  0  0  0  0  0  0
   -5.9390   -0.6772   -2.9951 C   0  0  0  0  0  0  0  0  0  0  0  0
   -4.6960   -0.5615   -3.1176 O   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6761   -1.2300   -4.0052 O   0  0  0  0  0  0  0  0  0  0  0  0
    1.7335   -2.3376   -0.4181 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.7035   -0.7689   -1.2770 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.8225   -2.0032   -1.8355 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.4830   -2.7966   -0.3713 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.6907   -0.6133    1.5849 H   0  0  0  0  0  0  0  0  0  0  0  0
    5.8041   -2.3610    1.7195 H   0  0  0  0  0  0  0  0  0  0  0  0
    9.0998   -1.3224   -1.4212 H   0  0  0  0  0  0  0  0  0  0  0  0
    7.7193    0.8871   -2.9495 H   0  0  0  0  0  0  0  0  0  0  0  0
   11.2405   -0.6204   -2.2762 H   0  0  0  0  0  0  0  0  0  0  0  0
    3.2061    1.0616   -0.1996 H   0  0  0  0  0  0  0  0  0  0  0  0
    4.2653    0.5528    1.0974 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3035    1.4320    2.0798 H   0  0  0  0  0  0  0  0  0  0  0  0
    2.3788   -0.2901    2.4270 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4770   -0.7153    0.7255 H   0  0  0  0  0  0  0  0  0  0  0  0
    0.4197    2.6060    2.7217 H   0  0  0  0  0  0  0  0  0  0  0  0
   -0.3877    3.3758    1.3453 H   0  0  0  0  0  0  0  0  0  0  0  0
    1.3122    2.9420    1.1378 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6242   -0.0117    0.3831 H   0  0  0  0  0  0  0  0  0  0  0  0
   -1.6711    1.6843   -0.2727 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1978    2.4738    2.0591 H   0  0  0  0  0  0  0  0  0  0  0  0
   -2.1263    0.7281    2.6155 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.1863    1.8772    0.5622 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.6111    0.2314    3.8879 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.7236   -1.1709    3.4718 H   0  0  0  0  0  0  0  0  0  0  0  0
   -3.1317   -1.0191    2.6897 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.6125    0.3518    2.5252 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.0831   -1.0176    1.4341 H   0  0  0  0  0  0  0  0  0  0  0  0
   -6.4358    1.8847    0.5658 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.6406    0.5365    0.4282 H   0  0  0  0  0  0  0  0  0  0  0  0
   -4.8316    0.3824   -0.9386 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.4534    0.6765   -1.4383 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.5291   -0.7650   -2.5132 H   0  0  0  0  0  0  0  0  0  0  0  0
   -8.3462   -0.9720   -0.7540 H   0  0  0  0  0  0  0  0  0  0  0  0
   -7.5602   -0.9033   -4.3343 H   0  0  0  0  0  0  0  0  0  0  0  0
 17 16  1  0
 16 18  1  0
 18 19  1  0
 19 20  1  0
 20 21  2  0
 21 22  1  0
 21 23  1  0
 23 24  1  0
 24 25  1  0
 25 26  2  0
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 28 30  1  0
 28 29  2  0
 16 15  2  0
 15 14  1  0
 14 13  1  0
 13  2  1  0
  2  1  1  0
  2  3  2  0
  3  4  1  0
  4  5  1  0
  5  6  1  0
  6  7  2  0
  6  8  1  0
  8  9  2  0
  9 10  1  0
 10 12  1  0
 10 11  2  0
 17 45  1  0
 17 46  1  0
 17 47  1  0
 18 48  1  0
 18 49  1  0
 19 50  1  0
 19 51  1  0
 20 52  1  0
 22 53  1  0
 22 54  1  0
 22 55  1  0
 23 56  1  0
 23 57  1  0
 24 58  1  0
 24 59  1  0
 25 60  1  0
 27 61  1  0
 27 62  1  0
 27 63  1  0
 30 64  1  0
 15 44  1  0
 14 42  1  0
 14 43  1  0
 13 40  1  0
 13 41  1  0
  1 31  1  0
  1 32  1  0
  1 33  1  0
  3 34  1  0
  4 35  1  0
  4 36  1  0
  8 37  1  0
  9 38  1  0
 12 39  1  0
M  END


  Mrv1533004191519472D          

 30 29  0  0  0  0            999 V2000
    4.5375    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.9500    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    5.7750    2.8579    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    6.1875    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.0125    3.5724    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    7.4250    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.2500    4.2868    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    8.6625    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4875    5.0013    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    9.9000    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    9.4875    6.4302    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   10.7250    5.7158    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.1375    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   11.9625    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   12.3750    4.2868    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   12.3750    5.7158    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
    7.0125    5.0013    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    4.5375    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.7125    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    3.3000    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.4750    1.4289    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    2.1434    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    2.0625    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    1.2375    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.8250    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000    0.0000    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125    0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
   -0.4125   -0.7145    0.0000 C   0  0  0  0  0  0  0  0  0  0  0  0
    0.0000   -1.4289    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
   -1.2375   -0.7145    0.0000 O   0  0  0  0  0  0  0  0  0  0  0  0
  1  2  1  0  0  0  0
  2  3  2  0  0  0  0
  3  4  1  4  0  0  0
  4  5  1  0  0  0  0
  5  6  1  0  0  0  0
  6  7  2  0  0  0  0
  7  8  1  4  0  0  0
  8  9  1  0  0  0  0
  9 10  1  0  0  0  0
 10 11  2  0  0  0  0
 12 10  1  4  0  0  0
 12 13  2  0  0  0  0
 13 14  1  0  0  0  0
 14 15  2  0  0  0  0
 14 16  1  0  0  0  0
  6 17  1  0  0  0  0
  2 18  1  0  0  0  0
 18 19  1  0  0  0  0
 20 19  1  4  0  0  0
 20 21  2  0  0  0  0
 21 22  1  0  0  0  0
 21 23  1  0  0  0  0
 23 24  1  0  0  0  0
 25 24  1  4  0  0  0
 25 26  2  0  0  0  0
 26 27  1  0  0  0  0
 26 28  1  0  0  0  0
 28 29  2  0  0  0  0
 28 30  1  0  0  0  0
M  END
> <DATABASE_ID>
NP0153790

> <DATABASE_NAME>
NP-MRD

> <SMILES>
CC(CCC=C(C)CCC=C(C)C(O)=O)=CCCC(C)=CCOC(=O)C=CC(O)=O

> <INCHI_IDENTIFIER>
InChI=1S/C24H34O6/c1-18(8-5-9-19(2)12-7-13-21(4)24(28)29)10-6-11-20(3)16-17-30-23(27)15-14-22(25)26/h9-10,13-16H,5-8,11-12,17H2,1-4H3,(H,25,26)(H,28,29)

> <INCHI_KEY>
ZGKBVLVSZSECNY-UHFFFAOYSA-N

> <FORMULA>
C24H34O6

> <MOLECULAR_WEIGHT>
418.53

> <EXACT_MASS>
418.235538815

> <JCHEM_ACCEPTOR_COUNT>
5

> <JCHEM_ATOM_COUNT>
64

> <JCHEM_AVERAGE_POLARIZABILITY>
47.26496971966356

> <JCHEM_BIOAVAILABILITY>
0

> <JCHEM_DONOR_COUNT>
2

> <JCHEM_FORMAL_CHARGE>
0

> <JCHEM_GHOSE_FILTER>
0

> <JCHEM_IUPAC>
16-[(3-carboxyprop-2-enoyl)oxy]-2,6,10,14-tetramethylhexadeca-2,6,10,14-tetraenoic acid

> <ALOGPS_LOGP>
5.42

> <JCHEM_LOGP>
5.870394571666667

> <ALOGPS_LOGS>
-5.55

> <JCHEM_MDDR_LIKE_RULE>
0

> <JCHEM_NUMBER_OF_RINGS>
0

> <JCHEM_PHYSIOLOGICAL_CHARGE>
-2

> <JCHEM_PKA>
5.07684952306991

> <JCHEM_PKA_STRONGEST_ACIDIC>
3.1857832510988153

> <JCHEM_PKA_STRONGEST_BASIC>
-6.844544712026538

> <JCHEM_POLAR_SURFACE_AREA>
100.90000000000002

> <JCHEM_REFRACTIVITY>
121.6193

> <JCHEM_ROTATABLE_BOND_COUNT>
15

> <JCHEM_RULE_OF_FIVE>
0

> <ALOGPS_SOLUBILITY>
1.17e-03 g/l

> <JCHEM_TRADITIONAL_IUPAC>
16-[(3-carboxyprop-2-enoyl)oxy]-2,6,10,14-tetramethylhexadeca-2,6,10,14-tetraenoic acid

> <JCHEM_VEBER_RULE>
0

$$$$

HEADER    PROTEIN                                 19-APR-15   NONE
TITLE     NULL                                                        
COMPND    NULL                                                        
SOURCE    NULL                                                        
KEYWDS    NULL                                                        
EXPDTA    NULL                                                        
AUTHOR    Marvin                                                      
REVDAT   1   19-APR-15         0                                  
HETATM    1  C   UNK     0       8.470   6.668   0.000  0.00  0.00           C+0
HETATM    2  C   UNK     0       9.240   5.335   0.000  0.00  0.00           C+0
HETATM    3  C   UNK     0      10.780   5.335   0.000  0.00  0.00           C+0
HETATM    4  C   UNK     0      11.550   6.668   0.000  0.00  0.00           C+0
HETATM    5  C   UNK     0      13.090   6.668   0.000  0.00  0.00           C+0
HETATM    6  C   UNK     0      13.860   8.002   0.000  0.00  0.00           C+0
HETATM    7  C   UNK     0      15.400   8.002   0.000  0.00  0.00           C+0
HETATM    8  C   UNK     0      16.170   9.336   0.000  0.00  0.00           C+0
HETATM    9  O   UNK     0      17.710   9.336   0.000  0.00  0.00           O+0
HETATM   10  C   UNK     0      18.480  10.669   0.000  0.00  0.00           C+0
HETATM   11  O   UNK     0      17.710  12.003   0.000  0.00  0.00           O+0
HETATM   12  C   UNK     0      20.020  10.669   0.000  0.00  0.00           C+0
HETATM   13  C   UNK     0      20.790   9.336   0.000  0.00  0.00           C+0
HETATM   14  C   UNK     0      22.330   9.336   0.000  0.00  0.00           C+0
HETATM   15  O   UNK     0      23.100   8.002   0.000  0.00  0.00           O+0
HETATM   16  O   UNK     0      23.100  10.669   0.000  0.00  0.00           O+0
HETATM   17  C   UNK     0      13.090   9.336   0.000  0.00  0.00           C+0
HETATM   18  C   UNK     0       8.470   4.001   0.000  0.00  0.00           C+0
HETATM   19  C   UNK     0       6.930   4.001   0.000  0.00  0.00           C+0
HETATM   20  C   UNK     0       6.160   2.667   0.000  0.00  0.00           C+0
HETATM   21  C   UNK     0       4.620   2.667   0.000  0.00  0.00           C+0
HETATM   22  C   UNK     0       3.850   4.001   0.000  0.00  0.00           C+0
HETATM   23  C   UNK     0       3.850   1.334   0.000  0.00  0.00           C+0
HETATM   24  C   UNK     0       2.310   1.334   0.000  0.00  0.00           C+0
HETATM   25  C   UNK     0       1.540   0.000   0.000  0.00  0.00           C+0
HETATM   26  C   UNK     0       0.000   0.000   0.000  0.00  0.00           C+0
HETATM   27  C   UNK     0      -0.770   1.334   0.000  0.00  0.00           C+0
HETATM   28  C   UNK     0      -0.770  -1.334   0.000  0.00  0.00           C+0
HETATM   29  O   UNK     0       0.000  -2.667   0.000  0.00  0.00           O+0
HETATM   30  O   UNK     0      -2.310  -1.334   0.000  0.00  0.00           O+0
CONECT    1    2                                                            
CONECT    2    1    3   18                                                  
CONECT    3    2    4                                                       
CONECT    4    3    5                                                       
CONECT    5    4    6                                                       
CONECT    6    5    7   17                                                  
CONECT    7    6    8                                                       
CONECT    8    7    9                                                       
CONECT    9    8   10                                                       
CONECT   10    9   11   12                                                  
CONECT   11   10                                                            
CONECT   12   10   13                                                       
CONECT   13   12   14                                                       
CONECT   14   13   15   16                                                  
CONECT   15   14                                                            
CONECT   16   14                                                            
CONECT   17    6                                                            
CONECT   18    2   19                                                       
CONECT   19   18   20                                                       
CONECT   20   19   21                                                       
CONECT   21   20   22   23                                                  
CONECT   22   21                                                            
CONECT   23   21   24                                                       
CONECT   24   23   25                                                       
CONECT   25   24   26                                                       
CONECT   26   25   27   28                                                  
CONECT   27   26                                                            
CONECT   28   26   29   30                                                  
CONECT   29   28                                                            
CONECT   30   28                                                            
MASTER        0    0    0    0    0    0    0    0   30    0   58    0
END

View in JSmol

Synonyms

Value	Source
16-[(3-Carboxyprop-2-enoyl)oxy]-2,6,10,14-tetramethylhexadeca-2,6,10,14-tetraenoate	Generator

Chemical Formula

C₂₄H₃₄O₆

Average Mass

418.5300 Da

Monoisotopic Mass

418.23554 Da

IUPAC Name

16-[(3-carboxyprop-2-enoyl)oxy]-2,6,10,14-tetramethylhexadeca-2,6,10,14-tetraenoic acid

Traditional Name

16-[(3-carboxyprop-2-enoyl)oxy]-2,6,10,14-tetramethylhexadeca-2,6,10,14-tetraenoic acid

CAS Registry Number

Not Available

SMILES

CC(CCC=C(C)CCC=C(C)C(O)=O)=CCCC(C)=CCOC(=O)C=CC(O)=O

InChI Identifier

InChI=1S/C24H34O6/c1-18(8-5-9-19(2)12-7-13-21(4)24(28)29)10-6-11-20(3)16-17-30-23(27)15-14-22(25)26/h9-10,13-16H,5-8,11-12,17H2,1-4H3,(H,25,26)(H,28,29)

InChI Key

ZGKBVLVSZSECNY-UHFFFAOYSA-N

Experimental Spectra

Not Available

Predicted Spectra

Spectrum Type	Description	Depositor ID	Depositor Organization	Depositor	Deposition Date	View
1D NMR	¹³C NMR Spectrum (1D, 25 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 100 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 252 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 1000 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 50 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 200 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 75 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 300 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 101 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 400 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 126 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 500 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 151 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 600 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 176 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 700 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 201 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 800 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹³C NMR Spectrum (1D, 226 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum
1D NMR	¹H NMR Spectrum (1D, 900 MHz, H₂O, predicted)	Wishart Lab	Wishart Lab	David Wishart	2021-06-20	View Spectrum

Chemical Shift Submissions

Not Available

Species

Species of Origin

Species Name	Source	Reference
Boletinus cavipes	LOTUS Database	35616633

Chemical Taxonomy

Description

Belongs to the class of organic compounds known as acyclic diterpenoids. These are diterpenoids (compounds made of four consecutive isoprene units) that do not contain a cycle.

Kingdom

Organic compounds

Super Class

Lipids and lipid-like molecules

Class

Prenol lipids

Sub Class

Diterpenoids

Direct Parent

Acyclic diterpenoids

Alternative Parents

Substituents

Acyclic diterpenoid
Tricarboxylic acid or derivatives
Fatty acid ester
Fatty acyl
Alpha,beta-unsaturated carboxylic ester
Enoate ester
Carboxylic acid ester
Carboxylic acid
Carboxylic acid derivative
Organic oxygen compound
Organic oxide
Hydrocarbon derivative
Organooxygen compound
Carbonyl group
Aliphatic acyclic compound

Molecular Framework

Aliphatic acyclic compounds

External Descriptors

Not Available

Physical Properties

State

Not Available

Experimental Properties

Property	Value	Reference
Melting Point	Not Available	Not Available
Boiling Point	Not Available	Not Available
Water Solubility	Not Available	Not Available
LogP	Not Available	Not Available

Predicted Properties

Property	Value	Source
logP	5.42	ALOGPS
logP	5.87	ChemAxon
logS	-5.6	ALOGPS
pKa (Strongest Acidic)	3.19	ChemAxon
pKa (Strongest Basic)	-6.8	ChemAxon
Physiological Charge	-2	ChemAxon
Hydrogen Acceptor Count	5	ChemAxon
Hydrogen Donor Count	2	ChemAxon
Polar Surface Area	100.9 Å²	ChemAxon
Rotatable Bond Count	15	ChemAxon
Refractivity	121.62 m³·mol⁻¹	ChemAxon
Polarizability	47.26 Å³	ChemAxon
Number of Rings	0	ChemAxon
Bioavailability	No	ChemAxon
Rule of Five	No	ChemAxon
Ghose Filter	No	ChemAxon
Veber's Rule	No	ChemAxon
MDDR-like Rule	No	ChemAxon

External Links

HMDB ID

Not Available

DrugBank ID

Not Available

Phenol Explorer Compound ID

Not Available

FoodDB ID

Not Available

KNApSAcK ID

Not Available

Chemspider ID

Not Available

KEGG Compound ID

Not Available

BioCyc ID

Not Available

BiGG ID

Not Available

Wikipedia Link

Not Available

METLIN ID

Not Available

PubChem Compound

72976042

PDB ID

Not Available

ChEBI ID

Not Available

Good Scents ID

Not Available

References

General References

LOTUS database [Link]

Showing NP-Card for 16-[(3-carboxyprop-2-enoyl)oxy]-2,6,10,14-tetramethylhexadeca-2,6,10,14-tetraenoic acid (NP0153790)

MOL for NP0153790 (16-[(3-carboxyprop-2-enoyl)oxy]-2,6,10,14-tetramethylhexadeca-2,6,10,14-tetraenoic acid)

3D MOL for NP0153790 (16-[(3-carboxyprop-2-enoyl)oxy]-2,6,10,14-tetramethylhexadeca-2,6,10,14-tetraenoic acid)

3D SDF for NP0153790 (16-[(3-carboxyprop-2-enoyl)oxy]-2,6,10,14-tetramethylhexadeca-2,6,10,14-tetraenoic acid)

3D-SDF for NP0153790 (16-[(3-carboxyprop-2-enoyl)oxy]-2,6,10,14-tetramethylhexadeca-2,6,10,14-tetraenoic acid)

PDB for NP0153790 (16-[(3-carboxyprop-2-enoyl)oxy]-2,6,10,14-tetramethylhexadeca-2,6,10,14-tetraenoic acid)

3D PDB for NP0153790 (16-[(3-carboxyprop-2-enoyl)oxy]-2,6,10,14-tetramethylhexadeca-2,6,10,14-tetraenoic acid)

SMILES for NP0153790 (16-[(3-carboxyprop-2-enoyl)oxy]-2,6,10,14-tetramethylhexadeca-2,6,10,14-tetraenoic acid)

INCHI for NP0153790 (16-[(3-carboxyprop-2-enoyl)oxy]-2,6,10,14-tetramethylhexadeca-2,6,10,14-tetraenoic acid)

Structure for NP0153790 (16-[(3-carboxyprop-2-enoyl)oxy]-2,6,10,14-tetramethylhexadeca-2,6,10,14-tetraenoic acid)

3D Structure for NP0153790 (16-[(3-carboxyprop-2-enoyl)oxy]-2,6,10,14-tetramethylhexadeca-2,6,10,14-tetraenoic acid)